Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight...
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American Chemical Society (ACS)
2015
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Online Access: | http://hdl.handle.net/1721.1/99675 https://orcid.org/0000-0002-2624-915X https://orcid.org/0000-0003-3875-4775 |
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author | Skrydstrup, Troels Friis, Stig Buchwald, Stephen Leffler |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry Skrydstrup, Troels Friis, Stig Buchwald, Stephen Leffler |
author_sort | Skrydstrup, Troels |
collection | MIT |
description | A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight excess of CO. Some products are unattainable by traditional carbonylative coupling. |
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format | Article |
id | mit-1721.1/99675 |
institution | Massachusetts Institute of Technology |
language | en_US |
last_indexed | 2024-09-23T16:24:28Z |
publishDate | 2015 |
publisher | American Chemical Society (ACS) |
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spelling | mit-1721.1/996752022-09-29T19:45:13Z Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst Skrydstrup, Troels Friis, Stig Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Friis, Stig Buchwald, Stephen Leffler A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight excess of CO. Some products are unattainable by traditional carbonylative coupling. National Institutes of Health (U.S.) (Award GM46059) Danish National Research Foundation (Grant DNRF59) Villum Foundation Danish Council for Independent Research 2015-11-03T13:08:24Z 2015-11-03T13:08:24Z 2014-08 2014-07 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/99675 Friis, Stig D., Troels Skrydstrup, and Stephen L. Buchwald. “Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst.” Organic Letters 16, no. 16 (August 15, 2014): 4296–4299. © 2014 American Chemical Society https://orcid.org/0000-0002-2624-915X https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol502014b Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) ACS |
spellingShingle | Skrydstrup, Troels Friis, Stig Buchwald, Stephen Leffler Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title | Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title_full | Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title_fullStr | Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title_full_unstemmed | Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title_short | Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst |
title_sort | mild pd catalyzed aminocarbonylation of hetero aryl bromides with a palladacycle precatalyst |
url | http://hdl.handle.net/1721.1/99675 https://orcid.org/0000-0002-2624-915X https://orcid.org/0000-0003-3875-4775 |
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